[go: up one dir, main page]

GB883769A - 3ª-:16ª-:17ª--trihydroxy steroids - Google Patents

3ª-:16ª-:17ª--trihydroxy steroids

Info

Publication number
GB883769A
GB883769A GB32549/59A GB3254959A GB883769A GB 883769 A GB883769 A GB 883769A GB 32549/59 A GB32549/59 A GB 32549/59A GB 3254959 A GB3254959 A GB 3254959A GB 883769 A GB883769 A GB 883769A
Authority
GB
United Kingdom
Prior art keywords
give
steroids
saponification
hydrogen
carbon atoms
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired
Application number
GB32549/59A
Inventor
Sheila Mary Booker
Bernard Ellis
Vladimir Petrow
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
BDH Chemicals Ltd
Original Assignee
BDH Chemicals Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by BDH Chemicals Ltd filed Critical BDH Chemicals Ltd
Priority to GB32549/59A priority Critical patent/GB883769A/en
Priority to US56700A priority patent/US3021345A/en
Priority to CH1066860A priority patent/CH386420A/en
Priority to FR1579452D priority patent/FR1579452A/fr
Priority to BE595365A priority patent/BE595365A/en
Publication of GB883769A publication Critical patent/GB883769A/en
Expired legal-status Critical Current

Links

Classifications

    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J7/00—Normal steroids containing carbon, hydrogen, halogen or oxygen substituted in position 17 beta by a chain of two carbon atoms
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J5/00—Normal steroids containing carbon, hydrogen, halogen or oxygen, substituted in position 17 beta by a chain of two carbon atoms, e.g. pregnane and substituted in position 21 by only one singly bound oxygen atom, i.e. only one oxygen bound to position 21 by a single bond
    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07J—STEROIDS
    • C07J75/00—Processes for the preparation of steroids in general

Landscapes

  • Chemical & Material Sciences (AREA)
  • Organic Chemistry (AREA)
  • Health & Medical Sciences (AREA)
  • General Health & Medical Sciences (AREA)
  • Pharmaceuticals Containing Other Organic And Inorganic Compounds (AREA)
  • Steroid Compounds (AREA)

Abstract

The invention comprises (1) 6-methyl-3b :16a :17a -trihydroxypregn-5-en-20-one; and (2) a process for the preparation of steroids of the formula <FORM:0883769/IV (b)/1> (where R is hydrogen or a methyl group) which comprises reacting steroids of the formula <FORM:0883769/IV (b)/2> (where R1 is hydrogen or an aliphatic acyl radical of at most 8 carbon atoms) with an alkoxycarbonylhydrazine and an alkanoic acid of 1 to 3 carbon atoms to give the corresponding 20-alkoxycarbonyl hydrazones of 16a -alkanoyloxy17a -hydroxy-pregnen-20-ones, saponifying these to give the 16a : 17a -dihydroxy derivatives (which saponification also removes any acyl group in the 3-position) and hydrolysing these to give the required products. The saponification is desirably effected by heating with ethanolic or methanolic sodium or potassium hydroxide and the hydrolysis by treatment with a mixture of aqueous acetic acid and not less than 1.2 molar proportions of pyruvic acid. Examples are given.
GB32549/59A 1959-09-24 1959-09-24 3ª-:16ª-:17ª--trihydroxy steroids Expired GB883769A (en)

Priority Applications (5)

Application Number Priority Date Filing Date Title
GB32549/59A GB883769A (en) 1959-09-24 1959-09-24 3ª-:16ª-:17ª--trihydroxy steroids
US56700A US3021345A (en) 1959-09-24 1960-09-19 16alpha, 17alpha-dihydroxypregnen-20-ones and process for preparation of same
CH1066860A CH386420A (en) 1959-09-24 1960-09-21 Process for the preparation of 16,17a-dioxy-pregnen-20-one derivatives
FR1579452D FR1579452A (en) 1959-09-24 1960-09-22
BE595365A BE595365A (en) 1959-09-24 1960-09-23 New steroids.

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
GB32549/59A GB883769A (en) 1959-09-24 1959-09-24 3ª-:16ª-:17ª--trihydroxy steroids

Publications (1)

Publication Number Publication Date
GB883769A true GB883769A (en) 1961-12-06

Family

ID=10340318

Family Applications (1)

Application Number Title Priority Date Filing Date
GB32549/59A Expired GB883769A (en) 1959-09-24 1959-09-24 3ª-:16ª-:17ª--trihydroxy steroids

Country Status (5)

Country Link
US (1) US3021345A (en)
BE (1) BE595365A (en)
CH (1) CH386420A (en)
FR (1) FR1579452A (en)
GB (1) GB883769A (en)

Families Citing this family (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US3345362A (en) * 1961-07-27 1967-10-03 Lilly Co Eli Novel pregnenolone acetonides
US3201425A (en) * 1963-12-10 1965-08-17 American Cyanamid Co 20-alkoxy-delta20-21-carboxaldehydes of the pregnane series and method of preparing the same
US3488347A (en) * 1967-05-05 1970-01-06 Smithkline Corp Process for preparing 16alpha,17alpha-dihydroxyprogesterone acetophenide
GB0304822D0 (en) 2003-03-03 2003-04-09 Dca Internat Ltd Improvements in and relating to a pen-type injector
US11577029B2 (en) 2012-03-15 2023-02-14 Becton, Dickinson And Company Multiple use disposable injection pen

Family Cites Families (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US2808399A (en) * 1954-12-01 1957-10-01 Searle & Co 20-arylazo-5, 17(20)-pregnadien-3, 16alpha-diols and esters thereof
US2894961A (en) * 1955-11-22 1959-07-14 Searle & Co Arylhydrazones of 3,16alpha,17alpha-trihydroxy-5-pregnen-20-one and esters thereof

Also Published As

Publication number Publication date
BE595365A (en) 1961-03-23
US3021345A (en) 1962-02-13
FR1579452A (en) 1969-08-29
CH386420A (en) 1965-01-15

Similar Documents

Publication Publication Date Title
GB883769A (en) 3ª-:16ª-:17ª--trihydroxy steroids
GB1065172A (en) Bluensidine and its derivatives
GB1109133A (en) Dihydropyran ethers and unsaturated aliphatic ketoethers
GB878725A (en) Pregnenolone derivatives and processes for their production
GB1101116A (en) Steroidal 2ª‡-carboxylic acids and esters
GB992556A (en) 2-methyl-í¸-androstene derivatives and process for their production
GB911600A (en) Derivatvies of 17-epi-oestriol and process for the preparation thereof
GB979893A (en) Processes for the preparation of steroid compounds and compounds thus produced
GB973927A (en) Thiazolosteroids and production thereof
GB601184A (en) Improvements in or relating to the preparation of alkyl acylaminocyanoacetates
GB957542A (en) Cycloalkenyl ethers of 17ª‰-hydroxy androstanes
GB965929A (en) Novel steroid compounds and their production
GB1045235A (en) New steroid[2,3-c]furazan compounds and preparation of the same
GB845442A (en) Manufacture of steroid compounds
GB884640A (en) New polyolefinic alcohols and a process for their preparation
GB890577A (en) Pregnadienes and pregnatrienes
GB889407A (en) Methylated steroidal lactones
GB872155A (en) Beta-lactones
GB961697A (en) Improvements in or relating to furostene derivatives and the intermediates thereof and processes for making them
GB961434A (en) Dibasic acid imides
GB806047A (en) Improvements in or relating to steroids and the manufacture thereof
GB876903A (en) New cyclopentanophenanthrene derivatives and process for the production thereof
GB973897A (en) New 18-oxygenated pregnane steroids and processes for their preparation
GB856361A (en) 4-methyl-17ª‡-hydroxyprogesterone and its esters and their preparation
GB806046A (en) Improvements in or relating to steroids and the manufacture thereof